(R)-Isomucronulatol

Base Information

• Chemical Name: (R)-Isomucronulatol
• CAS No.: 64474-51-7
• Molecular Formula: C17H18 O5
• Molecular Weight: 302.327
• Hs Code.: 2932999099
• Nikkaji Number: J438.873I
• Wikidata: Q105184048
• Mol file: 64474-51-7.mol

Synonyms:(R)-Isomucronulatol;64474-51-7;2H-1-Benzopyran-7-ol, 3,4-dihydro-3-(2-hydroxy-3,4-dimethoxyphenyl)-,(3R)-;(R)-3-(2-Hydroxy-3,4-dimethoxyphenyl)chroman-7-ol;(3R)-3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol;(3r)-7,2'-dihydroxy-3',4'-dimethoxyisoflavan;HY-N2495A;MFCD08061494;AKOS040763756;XI161822;CS-0139936

Chemical Property of (R)-Isomucronulatol

Chemical Property:

• Vapor Pressure: 6.91E-08mmHg at 25°C
• Melting Point: 152-153℃ (chloroform )
• Boiling Point: 426.8°C at 760 mmHg
• PKA: 9.50±0.45(Predicted)
• Flash Point: 211.9°C
• PSA: 68.15000
• Density: 1.279±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 2.83370
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 302.11542367
• Heavy Atom Count: 22
• Complexity: 363

Purity/Quality:

95%-98% ^*data from raw suppliers

Isomucronulatol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)O)OC
• Isomeric SMILES: COC1=C(C(=C(C=C1)[C@H]2CC3=C(C=C(C=C3)O)OC2)O)OC

Technology Process of (R)-Isomucronulatol

There total 4 articles about (R)-Isomucronulatol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(3R)-(+)-isomucronulatol-2'-O-β-D-glucopyranoside → D-glucose (50-99-7) + (3R)-7,2'-dihydroxy-3',4'-dimethoxyisoflaven (64474-51-7,52250-35-8,73353-84-1)

Guidance literature:

With trifluoroacetic acid; In water; at 100 ℃; for 3h;

DOI:10.1016/j.fitote.2015.04.011

Reference yield:

(-)-6aR,11aR-dihydro-3-hydroxy-9,10-dimethoxy-6H-benzofuro<3,2-c><1>-benzopyran (73340-41-7) → (3R)-7,2'-dihydroxy-3',4'-dimethoxyisoflaven (64474-51-7,52250-35-8,73353-84-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h;

DOI:10.1016/0031-9422(91)83483-2

Reference yield:

odoriflavene (101153-41-7) → (3R)-7,2'-dihydroxy-3',4'-dimethoxyisoflaven (64474-51-7,52250-35-8,73353-84-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.40.2452

upstream raw materials:

7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on

(-)-6aR,11aR-dihydro-3-hydroxy-9,10-dimethoxy-6H-benzofuro<3,2-c><1>-benzopyran

odoriflavene

Downstream raw materials:

7-O-methylisomucronulatol

Refernces

• 1、 Goda,Kiuchi,Shibuya,Sankawa. "Inhibitors of prostaglandin biosynthesis from Dalbergia odorifera". . p. 2452 - 2457. Retrieved 2007/10/02.
• 2、 Al-Ani, Hakim A.M.,Dewick, Paul M.. "Biosynthesis of the isoflavan isomucronulatol: Origin of the 2′,3′,4′-oxygenation pattern". . p. 55 - 61. Retrieved 2007/10/02.